Ethanol → 3-Amino-6-chloropyridine-2-carboxamide
反応式
[Cl:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[C:5]([N+:10]([O-])=O)=[CH:4][CH:3]=1.Cl[Sn]Cl.CC[OH:18]>>[NH2:10][C:5]1[C:6]([C:8]([NH2:9])=[O:18])=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=1参加物
4
反応条件
- 温度
- 90 °C
実験手順
6-chloro-3-nitro-pyridine-2-carbonitrile (100 mg, 0.54 mmol) is taken up in EtOH (1 mL), combined with SnCl2 (413 mg, 2.18 mmol) and heated to 90° C. for 3 h. Then the solvent is removed, the residue is taken up in ethyl acetate and first of all washed with NaHCO3 to pH 7, then washed with NaOH (2 M) to pH 8-9. Then the residue is filtered through Celite®, the filtrate is extracted again with ethyl acetate and the combined organic phases are dried on Na2SO4. The solvent is eliminated in vacuo and 3-amino-6-chloro-pyridine-2-carboxylic acid amide is obtained (HPLC-MS: tRet.=0.78 min, MS(M+H)+=172, method LCMSBAS1).
後処理
- customThen the solvent is removed
- washfirst of all washed with NaHCO3 to pH 7
- washwashed with NaOH (2 M) to pH 8-9
- filtrationThen the residue is filtered through Celite®
- extractionthe filtrate is extracted again with ethyl acetate
- customthe combined organic phases are dried on Na2SO4
出典と根拠
- ORDレコード
- ord-c54b68131a2f4a6285d2f02872a78516
- 出典データセット
- uspto-grants-2014_01
- 特許番号
- US08637549B2
反応ノート
読み込み中…